1-Naphthol → Carbaryl

HRID 54029

反応式

HRID 54029 の反応式
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:12][NH:13][C:14](=S)[OH:15].[Na]>C1C=CC=CC=1>[CH3:12][NH:13][C:14](=[O:15])[O:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 70051-NaphtholHCID 5360545SodiumHCID 178486072HCID 178486072、化合物

生成物 1

HCID 6129Carbaryl

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 1-naphthol (1.44 g, 0.01 mole) and S-methyl ester of N-methylcarbamothioic acid (1.575 g, 0.015 mole) in benzene (6 ml) there was added sodium (0.15 g) and the mixture was refluxed for 20 hrs. The reaction mixture was cooled and washed with water and a cold 5% NaOH solution followed by water and brine and then dried. The removal of solvent afforded the solid which was further purified by crystallization to furnish 1-naphthyl N-methylcarbamate of the formula VII, m.p. 140°-141° C., IR: 3305 (N--H), 1715 (--COO--), 1600, 1540, 770 (aromatic): PMR (CdCl3, 90 MHz), 2.86 (3H, d, J=1Hz, NH--CH3, 5.14 (1H, hr. s, N--H) and 7.17 to 8 (7H, m, aromatic).

後処理

  1. temperaturethe mixture was refluxed for 20 hrs
  2. temperatureThe reaction mixture was cooled
  3. washwashed with water
  4. customdried
  5. customThe removal of solvent
  6. customafforded the solid which
  7. customwas further purified by crystallization

出典と根拠

ORDレコード
ord-25de297a1e344fab8901bea4e99c3aad
出典データセット
uspto-grants-1997_04
特許番号
US05621132

関連ノート

読み込み中…